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Browse for Gloucester Romantic Hotels from $199

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Featured Gloucester Romantic Hotels

Beauport Hotel Gloucester
Great for couples
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is $258 per night from Sep 20 to Sep 21
4.8/5Exceptional! (352 reviews)
Couples like: bar, on the beach, romance packages available
Travelers say...

"LOVED! LOVED! LOVED this hotel! Staff friendly! Pool heated! Restaurant is great and with a view! Staff is very accommodating!"…"

Reviewed on Sep 8, 2020

Beauport Hotel Gloucester
Harborview Inn
4 out of 5
71 Western Avenue, Gloucester, MA
The price is $199 per night from Sep 21 to Sep 22
4.7/5Exceptional! (110 reviews)

"This property captures all the charming qualities of Gloucester. The Inn's historical and waterfront features only compliment the fact that it provides easy, walk-able access to Main St. and all that downtown Gloucester has to offer. The owner and staff take great effort to make sure guest have a ..."…"

Reviewed on Sep 7, 2020

Harborview Inn
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
Free CancellationReserve now, pay when you stay
The price is $199 per night from Sep 20 to Sep 21
4.6/5Exceptional! (381 reviews)

"VERY peaceful and beautiful! The grounds as well as the view."…"

Reviewed on Sep 18, 2020

Ocean House Hotel at Bass Rocks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Romantic Luxury Hotels

The Vista
2.5 out of 5
22 Thatcher Rd., Gloucester, MA
Get Rates
4.6/5Wonderful! (196 reviews)

"The Vista did a particularly great job of adapting to the 2020 Covid-19 environment. Everything was extra sanitized, staff always wore their masks, and the complimentary breakfast was delivered to patrons to maintain social distancing. While adhering to current regulations, all amenities remained ..."…"

Reviewed on Jul 7, 2020

The Vista
Sea Lion Motel and Cottages
2.5 out of 5
138 Eastern Avenue, Gloucester, MA
The price is $119 per night from Sep 20 to Sep 21
4.4/5Excellent! (153 reviews)

"It was very spacious. A little musty to begin with but after air was on it was gone. Staff was very nice. Very close to everything in Gloucester."…"

Reviewed on Aug 24, 2020

Sea Lion Motel and Cottages
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
Free CancellationReserve now, pay when you stay
The price is $125 per night from Sep 20 to Sep 21
4.1/5Very Good! (308 reviews)

"I highly recommend staying here. It is very clean, the staff is very friendly and helpful. The food was some of the best food I’ve ever eaten. All precautions were taken for Covid-19. I am looking forward to booking here again next year. It is just outside the downtown area so you are not in a crowded ..."…"

Reviewed on Sep 8, 2020

Castle Manor Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Romantic Spa Hotels

Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is $258 per night from Sep 20 to Sep 21
4.8/5Exceptional! (352 reviews)

"LOVED! LOVED! LOVED this hotel! Staff friendly! Pool heated! Restaurant is great and with a view! Staff is very accommodating!"…"

Reviewed on Sep 8, 2020

Beauport Hotel Gloucester
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
Free CancellationReserve now, pay when you stay
The price is $199 per night from Sep 20 to Sep 21
4.6/5Exceptional! (381 reviews)

"VERY peaceful and beautiful! The grounds as well as the view."…"

Reviewed on Sep 18, 2020

Ocean House Hotel at Bass Rocks
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Romantic Hotels and Accommodations in Gloucester

If you and your partner need a romantic escape, we've got just the ticket. Couples choose Gloucester for its beautiful ocean views and whale watching. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Stage Fort Park, Ravenswood Park, or Mount Ann Park.

Whether you're a couple that picks a place to stay to be close to top sights or you're looking for special in-room perks, you might consider checking out these 3 romantic accommodations in Gloucester.

Our guests enjoy these choices for their romantic atmosphere:

Beauport Hotel Gloucester: This 3.5-star hotel offers a poolside bar, a seasonal outdoor pool, and a restaurant. Our guests appreciate its comfortable rooms and helpful staff.

Ocean House Hotel at Bass Rocks: 4-star hotel featuring a spa tub, an outdoor pool, and free breakfast. Customers give positive reviews for its clean rooms.

Harborview Inn: With a stay at this 4-star B&B, you'll have access to free breakfast, free WiFi, and free parking. Expedia travelers speak highly of its breakfast and walkable location.

When is the Best Time to Visit Gloucester?

Weather can be a major factor for your romantic getaway, so we've gathered rainfall and temperature averages to help you plan your vacation:

  • Hottest months: July, August, June, and September, with an average temperature of 78°F
  • Coldest months: January, February, December, and March, with an average temperature of 18°F
  • Driest months: August, July, February, and June, with an average rainfall of 3.44 inches
  • Rainiest months: March, November, October, and April, with an average rainfall of 4.54 inches

Sightseeing in and Around Gloucester

There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Gloucester. Couples looking for a little of everything will enjoy Gloucester for its historic landmarks, whale watching, and seaside. You might think about stopping by Sargent House Museum, Maritime Gloucester, or Cape Ann Museum while you're seeing the sights.

Travelers also like Gloucester for its:
  • Seafood
  • Boating
  • Monuments
  • Art
  • Fishing

Getting Around Gloucester

To get to Gloucester, you can fly into Beverly, MA (BVY-Beverly Municipal), which is the closest major airport, located 12.8 mi (20.6 km) from the city center. To explore the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station. You can explore your options for water transportation at the local port.

Frequently asked questions

Searching for romantic hotels in Gloucester?
Are you looking for a romantic vacation? Couples choose Gloucester for its beautiful ocean views and whale watching. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Stage Fort Park, Ravenswood Park, or Mount Ann Park.
What's the best accommodation for a romantic getaway to Gloucester?
Harborview Inn is a favorite 4-star B&B for couples, and features free breakfast and free WiFi. Other good options for a romantic stay include Ocean House Hotel at Bass Rocks and Beauport Hotel Gloucester.
When is the best time of year for a romantic getaway to Gloucester?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Gloucester: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Gloucester are December, February, March, and January, with each month seeing an average of 11 inches of snowfall.
What is there to do in Gloucester?
There’s nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Gloucester has to offer. Couples looking for a little of everything will enjoy Gloucester for its historic landmarks, whale watching, and seaside. You might think about stopping by Good Harbor Beach, Maritime Gloucester, or Stage Fort Park while you’re seeing the sights.
What’s the best way to get to Gloucester and around town during my romantic getaway?
This information about transportation options in Gloucester might help your romantic trip get off to a smooth start: To get to Gloucester, book a flight to Logan Intl. Airport (BOS), which is the closest major airport, located 24.8 mi (39.9 km) from the city center. To explore the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.

More trip options